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Synlett 1996; 1996(11): 1119-1120
DOI: 10.1055/s-1996-5663
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A New Highly Efficient Procedure for the Monobenzylation of Symmetrical Diols

Michel Bessodes* , Chawki Boukarim
  • *Laboratoire de Chimie Organique Biologique et Spectroscopique, UMR133-CNRS Rhône Poulenc Rorer, BP8, F-94801 Villejuif Cedex, France, E-mail: bessodes@infobiogen.fr
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Publikationsdatum:
31. Dezember 2000 (online)

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A variety of representative 1,n-diols, ranging from 3 to 9 carbon atoms, were selectively mono-benzylated by benzyl bromide and potassium or sodium hydroxide in THF in the presence of a catalytic amount of crown ether. This method gave high yields of monobenzylated alcohols and was found to be reliable on a preparative scale.

monoprotection - symmetrical diols - preparative scale - benzyl bromide - crown ether